1.The Fault in Our Stars, John Green

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Why this breaks your heart: When you're in that first yearning stage -- standing on the outer edges of love and peering into it -- you think that surely you can withstand any heartbreak that may result from lending your heart to someone else. You beautiful fool.

2.Anne of Green Gables, L.M. Montgomery

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Why this breaks your heart: You know too well that all beginnings have their endings, even if they're way off somewhere far. It's tempting to try and protect your heart to keep it from ever breaking. But! A heart that's never used is also broken.

3.The Wonderful Wizard of Oz, L. Frank Baum

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Why this breaks your heart: Because to live is to be hurt, although that shouldn't ever stop you from doing all that awful, wonderful, bittersweet living.

4.The Little Mermaid, Hans Christian Andersen

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Why this breaks your heart: Sometimes you put yourself out there and, well. And nothing.

5.Sin City, Vol. 3: The Big Fat Kill, Frank Miller

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Why this breaks your heart: Sometimes you put yourself out there, placing your heart in someone else's hands, and the obstacles are two great for both of you to overcome intact. The love is there. But sometimes that's not enough.

6.My Mortal Enemy, Willa Cather

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Why this breaks your heart: You are all too aware that you can adore someone with your whole stupid heart, and yet hate them with your whole entire mind. Someone can be right AND wrong for you.

7.Memoirs of a Teenage Amnesiac, Gabrielle Zevin

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Why this breaks your heart: You eventually move on, or at least go through the motions of moving on. You wonder whether everyone else can see that you are slowly falling apart, and even more slowly mending yourself back together.

8.This Is How You Lose Her, Junot Díaz

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Why this breaks your heart: You continue. You get up, you go to bed, you do all the little things in between until they don't seem like just little things in between. Heartbreak continues until it doesn't.*

*(It never doesn't.)

9.A Tree Grows in Brooklyn, Betty Smith

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Why this breaks your heart: The people you love, the people you've spend time with and energy on, leave an imprint on you. The silver lining? It's often up to us whether that means we're worse off or changed for the better.

10.The Salmon of Doubt, Douglas Adams

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Why this breaks your heart: One day you can look back and see where it went wrong. Or, maybe more accurately, all the small little cracks, formerly unseen or easily covered up, that lead to a big, big break.

11.The Little Prince, Antoine de Saint-Exupéry

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Why this breaks your heart: That pain is awful, your heart feeling like a dead thing in your chest. But it doesn't mean love is never worth it.

12.Mr. Fox, Helen Oyeyemi

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Why this breaks your heart: It will always be risky, keeping your heart open and soft and pliable. It makes you vulnerable. But it will also make it stronger over time. Break it and re-build it, again and again. That's what it's for.

13.Heartburn, Nora Ephron

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Why this breaks your heart: Things end. They do. They die and they fade and they wither or they just went away when you weren't paying attention. The foolish thing to do is go after a new beginning. So go out and be a fool. It's so worth it.